title: Investigation of transport of genistein, daidzein and their inclusion complexes prepared with different cyclodextrins on Caco-2 cell line.
abstract: Isoflavonoids are widespread constituents in medical plants especially in legumes (Fabaceae), but occur in other different plant families as well (Rosaceae, Iridaceae, Amaranthaceae). Their antioxidant, estrogen-like, anti-inflammatory and analgesic effects make them promising compounds in therapy of important disorders especially in estrogen related diseases. Poor solubility in aqueous system of genistein and daidzein needs a solubility enhancement for pharmaceutical use. These compounds are suitable guest molecules for inclusion complex formation with cyclodextrins (CDs) considering matching their size and polarity. The molecular encapsulation with beta-cyclodextrin (β-CD), gamma-cyclodextrin (γ-CD), hydroxypropyl-beta-cyclodextrin (HP-β-CD) and random methyl-beta cyclodextrin (RAMEB-CD) results in a solid, molecularly dispersed form and in a significantly improved aqueous solubility of genistein and daidzein. Determining enhancement in solubility and bioavailability we investigated the transport of these inclusion complexes across Caco-2 cell line comparing that of the pure compounds and found significant improving effect of the different CD derivatives on membrane permeation of the two isoflavone aglycons.
authors.affiliation: Department of Pharmacognosy, Semmelweis University, Üllői út 26, H-1085 Budapest, Hungary. daruhazia@yahoo.com
authors.forename: Agnes Emma
authors.initials: AE
authors.lastname: Daruházi
authors.forename: Tímea
authors.initials: T
authors.lastname: Kiss
authors.forename: Miklós
authors.initials: M
authors.lastname: Vecsernyés
authors.forename: Lajos
authors.initials: L
authors.lastname: Szente
authors.forename: Eva
authors.initials: E
authors.lastname: Szőke
authors.forename: Eva
authors.initials: E
authors.lastname: Lemberkovics
mesh_terms: D001682:Biological Availability; D001692:Biological Transport; D018938:Caco-2 Cells; D045744:Cell Line, Tumor; D003505:Cyclodextrins / Q000737:chemistry* / Q000493:pharmacokinetics*; D019833:Genistein / Q000737:chemistry* / Q000493:pharmacokinetics*; D006801:Humans; D007529:Isoflavones / Q000737:chemistry* / Q000378:metabolism / Q000493:pharmacokinetics*; D010539:Permeability; D012995:Solubility
chemical_list: D003505:Cyclodextrins; D007529:Isoflavones; C004742:daidzein; D019833:Genistein
keywords: Caco-2; Cyclodextrin; Daidzein; Dissolution profile; Genistein